Dimethylformamide → HCID 22876581, compound

Participants

Reaction Steps

2.98 g (9.25 mmol) of (S)-1-(3-aminomethyl-1,2,4-oxadiazol-5-yl)-12,12a-dihydro-9H,11H-azeto[2, 1-c]imidazo[1,5-a][1,4]benzodiazepin-9-one were stirred at 75° for 60 hours with 3.2 g (25 mmol) of N-ethyldiisopropylamine and 2.5 g (18.5 mmol) of 4-bromo-1-butene in 20 ml of N,N-dimethylformamide. By evaporation of the solvent and chromatography of the residue on silica gel while eluting with ethyl acetate there was obtained 0.62 g (15%) of (S)-1-{3-[bis-(but-3-enyl)aminomethyl]-1,2,4-oxadiazol-5-yl}-12,12a-dihydro-9H,11H-azeto[2,1-c]-imidazo[1,5-a][1,4]benzodiazepin-9-one which was converted into the hydrochloride of m.p. 80°-87°.

Provenance & Evidence